Not sure 1916 should really be a candidate ... I'm guessing people are using the thought process that Wilson is remembered as a racist, so he must have done horribly with Black voters ... but he did better than any Democrat before him, IIRC. This is well past the time of Black voters being completely loyal to the GOP.
He did better in 1912 when he made a lukewarm effort, but by 1916 he eroded that goodwill after all the re-segregation.
Good point. It's a shame there is so little data/research on the Black vote pre-1932, because it's a lot more fascinating of a shift than I think is often thought. Wilson made serious inroads in 1912, and I remember reading that by the late Nineteenth Century, almost 40% of Northern Blacks identified with the Democrats due to urban machines and such despite the party's affiliation with the South. I also remember reading that Southern Blacks remained loyal to the GOP significantly longer than Northern ones, which would make sense, I suppose. However, like I said, data/research is annoyingly scarce.
Rockefeller (R-AR) did well in majority black counties along the Mississippi Delta in 1966 and 1970.